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The Annex

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About The Annex

One of Toronto’s oldest and most prestigious neighbourhoods, the Annex was a highly-coveted area when it was first constructed in the 1870s. It was almost immediately inhabited by members of the city’s elite—which is to say, those who could afford the gorgeous homes here.

To this day, heritage houses constructed of iconic red brick and stone are still standing in the neighbourhood. These high-quality structures offer visitors and residents a glimpse of Toronto’s past.

The Annex is also very conveniently located. It sits just west of one of Toronto’s most luxurious residential areas (Yorkville) and north of a designer shopping district along Bloor Street West (playfully referred to as “Mink Mile.”)

Who Lives Here

For quite some time, many of the Annex’s mansions were split up into separate apartments as affluent residents moved to newer areas outside the city’s core. For this reason, you’ll find many young people in the area, including students who attend the nearby University of Toronto.

Today, mansions in the Annex are once again being purchased by higher-income individuals—and revamped to suit their lifestyles. Today, you’ll find a great mix of people and cultures, from those who ride bicycles to those who drive Lamborghinis.

What's Great About It?

The convenience of living in the Annex is hard to beat. While many of the neighbourhood’s tree-lined side streets are peaceful and quiet, every corner of the Annex is relatively close to a major intersection or main street. In other words, buzz-worthy boutiques, restaurants, cafes, and bars are never far away.

In particular, this vibrant neighbourhood is known for its eateries, which serve diverse tastes. One of the clear favourites is Kinka Izakaya, a local hotspot for top-notch Japanese cuisine.

When you’re looking to spend a fun afternoon out, consider hitting the shops (BMV Books is a must-visit for lovers of literature) or catching a truly unique film at Bloor Hot Docs. Those looking to stay active will want to visit Niles Nadal JCC, a local community centre featuring a pool, running track, and more.

Lastly, the Annex is much loved by architecture buffs. With so many beautiful streets to explore, you’ll never tire of the gorgeous heritage homes here.

Schools

When it comes to schools in the Annex, the most popular elementary options are Huron Street Junior Public School and Palmerston Junior Public School (both of which are located on their namesake streets).

The Annex is also home to the famed all-boys private school Royal St. George’s College, which welcomes students between Grades 3 to 12.

Homes for sale in The Annex

Looking for listings in The Annex for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.

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We have found a total of 167 listings, but only 149 are available for public display. To get instant access to all 167 listings, please .
1-12/149

  • 1301 287 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13828466

    1301 287 Davenport Road Annex Toronto M5R 1J9
    Main Photo: 1301 287 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13828466

    1301 287 Davenport Road Toronto M5R 1J9 Annex

    $10,499,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13828466
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to The Bedford on the quiet side of Yorkville where construction is well underway and suite customization is still possible. Designed for those who value ceremony, separation, and presence, this 3,679 sq. ft. two-storey penthouse introduces a rarely offered sense of arrival within a condo residence setting. The primary suite is approached through its own private foyer, with a walk-in closet and a refined ensuite typically reserved for custom homes. The remaining bedrooms are thoughtfully grouped yet discreet, connected by a shared guest lounge or study - buffering space for children, guests, or multigenerational living. Each bedroom includes it's own ensuite and walk-in closet. A large laundry room is positioned for convenience without interrupting the flow of the suite.The upper level reveals a dramatic shift in scale: the ceiling opens to the level below, allowing light to travel freely through the home.This floor is devoted to social living, with a study, powder room, a terrace designed to accommodate an outdoor kitchen, positioned to capture north, west, and south panoramic views. A second terrace on the lower level provides a more sheltered outdoor experience. The Studio Paolo Ferrari kitchen is seamlessly integrated into the upper living environment, with stone slab surfaces, soft-close cabinetry, and a six-piece Miele appliance package. Wide plank flooring and individually controlled HVAC throughout and The Bedford is an intimate collection of only 56 residences, currently under construction in Toronto's Yorkville-Annex. Haussmann-inspired architecture by Audax that embodies the streets of Paris, interiors by Studio Paolo Ferrari. Visit www.thebedford.ca to book a private appointment. Renderings are for illustrative purposes only. More details
    Listed by SAGE REAL ESTATE LIMITED
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 401 321 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13765730

    401 321 Davenport Road Annex Toronto M5R 1K5
    Main Photo: 401 321 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13765730

    401 321 Davenport Road Toronto M5R 1K5 Annex

    $8,875,990
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13765730
    Bedrooms:
    3
    Bathrooms:
    4
    Perched above a quiet, tree-lined street, this exceptional residence at 321 Davenport is ideally located in the heart of The Annex, just a short walk to the shops, restaurants, and wellness destinations of Yorkville. Designed with modern elegance and clean architectural lines, this boutique building offers a private and refined lifestyle residence. This spacious 3-bedroom + den, 3.5-bathroom suite offers approximately 3,809 sq. ft. of interior living space plus a 262 sq. ft. terrace. Floor-to-ceiling windows showcase beautiful south,east, andwest city views, while the large terrace overlooks the surrounding treetops and the downtown skyline. The suite features 10-foot ceilings throughout, a beautifully designed modern kitchen and bathrooms, and premium Miele appliances. The unit also includes one EV parking space, one standard parking space, and a private storage room. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13022438

    46 Lowther Avenue Annex Toronto M5R 1C6
    Main Photo: 46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13022438

    46 Lowther Avenue Toronto M5R 1C6 Annex

    $7,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13022438
    Bedrooms:
    6
    Bathrooms:
    6
    Behind the classic facade of 46 Lowther Avenue lies over 6,000 sqft. of beautifully curated living space designed for modern family life in the heart of Yorkville. Every detail has been thoughtfully planned from the open-concept kitchen that anchors the home, to the spacious family room that opens onto a private, estate-like landscaped oasis. The elegant living and dining room offer sophisticated spaces for entertaining, while the home's generous proportions and timeless finishes create an atmosphere of understated luxury. The primary bedroom is a peaceful retreat with a 6-piece spa-inspired ensuite with fireplace and walk-in closet. Two additional bedrooms and a convenient laundry room complete the second floor. The third-floor loft adds flexibility with two more bedrooms, a full bathroom, and ample storage perfect for growing families or guests. The lower level is designed for both comfort and lifestyle, featuring a nanny/bedroom suite with ensuite, wine cellar, lounge, gym, sauna, and abundant storage. Outdoors, the professionally landscaped backyard invites relaxation with multiple decks and lush greenery - a true escape in the city. Situated perfectly on one of Toronto's most desired and admired tree-lined streets, steps from Yorkville's world class shopping, Michelin Starred dining, and top schools, this residence combines elegance, functionality, and the most coveted downtown address. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 1501 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13814674

    1501 206 Bloor Street W Annex Toronto M5S 1T8
    Main Photo: 1501 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13814674

    1501 206 Bloor Street W Toronto M5S 1T8 Annex

    $7,680,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13814674
    Bedrooms:
    3
    Bathrooms:
    3
    Museum House. Rarely available full-floor suite. Direct elevator to 4,276 sf. Soaring 11 ft coffered ceilings crowned with elaborate mouldings and floor-to-ceiling windows create an impressive sense of spaciousness, while the richly detailed living room fireplaces fashion an ambience of warmth and comfort. Superbly precision custom crafted details and impeccable use of the finest materials combine to fashion an unparalleled exclusive resplendent residence. Gallery perfect for showcasing artwork. Large terraces afford extraordinary north & south panoramic skyline vistas. A vibrant location in the heart of The Annex within walking distance to world-class restaurants of Yorkville and Hazelton Lanes, the designer boutiques of Bloor St. W & an amazing array of landmarks including the ROM, Royal Conservatory of Music, University of Toronto's Philosophers Walk, the natural beauty of Queens Park and the historic Ontario Legislative building. See detailed feature sheet attached for additional property information. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 501 287 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13828534

    501 287 Davenport Road Annex Toronto M5R 1J9
    Main Photo: 501 287 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13828534

    501 287 Davenport Road Toronto M5R 1J9 Annex

    $6,799,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13828534
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to The Bedford on the quiet side of Yorkville where construction is well underway and suite customization is still possible. Suite 501 introduces you to a home where every space feels considered and purposeful. The gallery leads to open yet distinct zones for living, dining, and a breakfast nook, each carved out through careful sight lines and placement of windows rather than walls. Sunlight drifts across the wide-plank floors, highlighting textures and finishes that feel tactile underfoot.The primary bedroom, set slightly apart from the others, receives morning light through a wall of glass, and its ensuite is a sanctuary with floating vanities, integrated storage, and stone counters. Two additional bedrooms are thoughtfully positioned along the opposite wing, each with private ensuites, ensuring separation and quiet when needed. An extra walk-in closet provides flexibility for seasonal storage or curated collections.The Studio Paolo Ferrari kitchen is open but purposeful, anchored by stone countertops and a backsplash that subtly mirrors tones in the living areas. Its orientation allows conversation to flow naturally from prep to dining, making entertaining effortless while maintaining cozy corners for more intimate gatherings. A spacious balcony expands the living experience outdoors, creating an interplay of interior textures and light with exterior vistas, making the home feel like a private retreat in the heart of the city. Renderings are for illustrative purposes only. More details
    Listed by SAGE REAL ESTATE LIMITED
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 173-175 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13458602

    173-175 Madison Avenue Annex Toronto M5R 2S6
    Main Photo: 173-175 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13458602

    173-175 Madison Avenue Toronto M5R 2S6 Annex

    $5,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13458602
    Bedrooms:
    14
    Bathrooms:
    15
    Rare Investment Opportunity in the Annex - Two semi-detached homes offered together and thoughtfully converted into a substantial 3.5-storey, 7-unit multiplex. The property comprises one spacious 3-bedroom, 3-bathroom suite and six well-appointed 2-bedroom, 2-bathroom suites, each featuring ensuite laundry. Hydro and gas are separately metered, providing operational efficiency and convenience. Featuring tall ceilings and exceptional scale, the combined buildings form one of the largest residential structures in the Annex. Situated at the end of a laneway, the property offers the rare advantage of 7 on-site parking spaces. Stable rental income, presenting an attractive opportunity for investors. Alternatively, its remarkable size and configuration offer future potential for conversion into an extraordinary single-family residence. As a designated heritage property, ownership may be eligible for reduced property taxes and municipal financial assistance programs that support the preservation and maintenance of the building's exterior. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 404 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13562214

    404 10 Prince Arthur Avenue Annex Toronto M5R 1A9
    Main Photo: 404 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13562214

    404 10 Prince Arthur Avenue Toronto M5R 1A9 Annex

    $5,249,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13562214
    Bedrooms:
    3
    Bathrooms:
    3
    Experience elevated living at 10 Prince Arthur, North Drive's landmark boutique residence where timeless architecture, exceptional craftsmanship, and an unrivalled Yorkville location come together. Home to just 25 exclusive suites, this newly completed building offers an intimate lifestyle defined by luxury, privacy, and impeccable design. This beautifully appointed south facing residence is filled with natural light and offers an expansive layout designed for both everyday living and effortless entertaining. At its centre is a custom Cameo kitchen featuring premium Wolf and Sub Zero appliances, abundant cabinetry, and elegant stone surfaces. The open concept living and dining areas are complemented by 10 foot ceilings, Juliette balconies, and a spacious covered terrace complete with gas and water connections for seamless indoor and outdoor enjoyment. A separate den with glass partition doors provides the flexibility for a home office, library, or additional sitting area. The private primary retreat features its own balcony, a generous walk in closet, and a spa inspired ensuite with double vanities, a deep soaker tub, and an oversized glass shower. The second bedroom is equally impressive with its own ensuite and excellent closet space. Included are two underground parking spaces, each equipped with EV charging capability, along with a private storage locker. Residents enjoy a full collection of luxury amenities including 24 hour concierge, valet parking, a private fitness studio, and an elegant resident lounge with catering kitchen. Perfectly positioned on one of the city's most distinguished residential streets, just moments from Yorkville, Bloor Street, and Toronto's finest dining, shopping, and cultural institutions, this is a rare opportunity to own within one of the city's most thoughtfully conceived boutique communities, where enduring quality and sophisticated design create a truly exceptional place to call home. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13784186

    27 Boswell Avenue Annex Toronto M5R 1M5
    Main Photo: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13784186

    27 Boswell Avenue Toronto M5R 1M5 Annex

    $4,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13784186
    Bedrooms:
    3
    Bathrooms:
    4
    Breathtaking, fully renovated 3-bedroom, 4-bathroom showstopper on one of the best blocks in Yorkville/East Annex. Featuring garage parking and a private drive accommodating up to 3 vehicles, exceptionally rare for the neighbourhood, this property has been taken back to the studs with nothing left untouched in this contemporary renovation, which beautifully blends modern style and timeless elegance. Walk into your architecturally designed front entryway with heated floors and into a gorgeously open concept main floor plan that includes a jaw-dropping chef's kitchen with high-end appliances, including an 8-burner LaCanche gas stove, oversized island with seating, an elegant dining room and a sunken living room with a gas fireplace overlooking the south-facing rear upper terrace, gardens and lower patio. Upstairs, you'll enjoy a true primary retreat complete with a large walk-in closet and spa-inspired ensuite bath with a gorgeous, glass-enclosed steam shower with bench seating, Toto toilet, double vanity and heated floors. Two additional upstairs bedrooms are both exceptionally well-proportioned and include an additional 3-piece bath. The at-grade lower level of the property is not to be missed and offers exceptionally designed additional living space, including an enormous recreation space with another wood-burning fireplace and a fully retractable door system that opens up to the rear gardens, a built-in wet bar, a full bath, and plenty of built-in storage, including the laundry/utility room. This home is truly one to behold, with countless upgrades throughout, including white oak herringbone hardwood floors throughout and laminated security glass film at all entry points. Enjoy everything this wonderful neighbourhood has to offer with every amenity imaginable at your doorstep, including some of Toronto's finest shopping, restaurants and entertainment, plus easy access to transit and major thoroughfares. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 700 38 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13686632

    700 38 Avenue Road Annex Toronto M5R 2G2
    Main Photo: 700 38 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13686632

    700 38 Avenue Road Toronto M5R 2G2 Annex

    $4,880,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13686632
    Bedrooms:
    3
    Bathrooms:
    4
    Join the residents of The Prince Arthur, nestled between Yorkville and The Annex, and experience the luxury of privacy with an attentive Concierge, valet parking and the delivery of packages to your suite in one of Toronto's most sought after locations. Enjoy the space (approx. 3,115 sq ft) combining quality traditional finishing and built-ins with a renovated modern kitchen featuring exquisite high-end appliances. A thoughtful layout presents several separate private areas: primary/sitting room bedroom and second bedroom at one end, 3rd bedroom at the opposite end, a double door private library off the living room and separate formal dining room with a balcony. There are 3 bedrooms, 4 washrooms, library, 3 parking spaces, 2 lockers and 2 balconies for your family to enjoy. The south tower has a welcoming lobby entrance with tasteful art and decor. Generous ensuite laundry area with laundry sink. Wonderful amenities include the Annex and Yorkville Lounges, Fitness and Rejuvenation Center with sauna, theatre, library and car wash. Live in the innovative and cultural heart of Toronto. More details
    Listed by SUTTON GROUP OLD MILL REALTY INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 77 Kendal Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13838516

    77 Kendal Avenue Annex Toronto M5R 1L8
    OPEN HOUSE: Oct 03, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 3, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 04, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 4, 2026 2:00PM - 4:00PM
    Main Photo: 77 Kendal Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13838516

    77 Kendal Avenue Toronto M5R 1L8 Annex

    $4,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13838516
    Bedrooms:
    4
    Bathrooms:
    5
    Nestled on one of Toronto's most coveted tree-lined streets, this exceptional contemporary brownstone at 77 Kendal Avenue is a masterfully designed three-storey home where timeless architecture meets refined modern luxury. Showcasing sophisticated interiors by Montana Burnett, this magnificent home offers an open, airy layout enhanced by soaring ceilings, expansive living spaces, and impeccable attention to detail throughout. Designed for both elegant entertaining and comfortable family living, the residence features four generously sized bedrooms and six beautifully appointed bathrooms. Every element has been thoughtfully curated to create a classic yet contemporary aesthetic, blending enduring finishes with a warm and inviting atmosphere. Gorgeous Hardwood, Luxurious millwork wall treatments, Top of the line appliances are just some of finishing touches at this spectacular modern oasis. This remarkable home is just steps to Bloor Street's renowned shops and restaurants, top-rated schools, parks, and convenient transit. A rare opportunity to own a truly distinguished residence in one of Toronto's most sought-after neighbourhoods. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 25 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13565812

    25 Boswell Avenue Annex Toronto M5R 1M5
    Main Photo: 25 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13565812

    25 Boswell Avenue Toronto M5R 1M5 Annex

    $4,395,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13565812
    Opportunity awaits on this prime location property. According to the City of Toronto, up to 4 units can be built here , possibly 6 (subject to Municipal approvals), or build your single family dream home. Property being sold absolutely in as is condition with no exceptions as per Seller. Home has extensive fire damage. DO NOT ATTEMPT TO VIEW THE LOT DUE TO SAFETY REASONS. Main photo is from house prior to damage. Any information pertaining to the property was prior to any damage that occurred. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes

  • 1402 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13226516

    1402 206 Bloor Street W Annex Toronto M5S 1T8
    Main Photo: 1402 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13226516

    1402 206 Bloor Street W Toronto M5S 1T8 Annex

    $4,195,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13226516
    Bedrooms:
    3
    Bathrooms:
    3
    South facing Perfection on Bloor in the exquisite Museum House. This is a boutique building that is discreetly positioned on Bloor St, west of Avenue Rd. with great security and privacy. A wonderful opportunity for those wanting a smaller building with a sense of community. Opposite the ROM, this bright south facing residence looks over Philosophers Walk and the whole downtown skyline...simple spectacular views Almost 2550 sq ft of well defined living space including an open living/dining room, huge eat in kitchen with a breakfast area flooded with sunshine from floor to ceiling glass, an oversize family room plus a separate home office/library. Two fireplaces for romantic snowy evenings. Two bedrooms, both with spa like marble ensuites and generous closet space. Direct elevator access into your own foyer, newly refinished hardwood floors throughout. Sensational large terrace extends your living space. This is a triple A, full service building including valet parking (2 parking spots included) ,and 24 hour concierge service. This suite is exceptionally well priced, perhaps the best opportunity in the Yorkville area for a south facing suite. More details
    Listed by HAZELTON REAL ESTATE INC.
    LISTING DETAILS
    Tanya Crepulja
    Steven Fontes
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Data was last updated September 30, 2026 at 10:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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